135911-95-4

Upstream product

• 61826-40-2 (2-phenylcyclopropyl)methanol 
• 79981-48-9 trans-(3-phenylcyclopropyl)methanol 
• 104-54-1 3-Phenylpropenol 
• 3471-10-1 (1R,2R)-trans-2-phenyl-1-cyclopropanecarboxylic acid 
• 110659-58-0 (1R,2R)-1-hydroxymethyl-2-phenylcyclopropane 
• 97-71-2 (1R,2R)-2-phenyl-cyclopropanecarboxylic acid ethyl ester 

Relevant academic research and scientific papers

Benzofuran-7-alkylamine compounds and applications thereof

The inventor designs and synthesizes benzofuran-7-alkylamine compounds with a novel structure. The test results show that most of the disclosed benzofuran-7-alkylamine compounds have a strong activity on inhibiting the synthesis of golden yellow pigment, and some compounds have an extremely strong inhibiting activity on pigments of drug resistant bacteria (S.aureus USA400 MW2, USA300 LAC, Mu50), and prominently enhance the hydrogen peroxide killing and human blood killing in vitro. In vivo, for the animal model infected by sensitive strain (S.aureus Newman) and two drug resistant strains (S.aureus USA400 MW2, Mu50), the planting of bacteria in internal organs (kidney, heart, and liver) of mice is prominently reduced. The benzofuran-7-alkylamine compounds are advantageously used for producing novel anti-bacterium drugs.

Discovery of Potent Benzofuran-Derived Diapophytoene Desaturase (CrtN) Inhibitors with Enhanced Oral Bioavailability for the Treatment of Methicillin-Resistant Staphylococcus aureus (MRSA) Infections

Blocking the staphyloxanthin biosynthesis process has emerged as a new promising antivirulence strategy. Previously, we first revealed that CrtN is a druggable target against infections caused by pigmented Staphylococcus aureus (S. aureus) and that naftifine was an effective CrtN inhibitor. Here, we identify a new type of benzofuran-derived CrtN inhibitor with submicromolar IC50 values that is based on the naftifine scaffold. The most potent analog, 5m, inhibits the pigment production of S. aureus Newman and three MRSA strains, with IC50 values of 0.38-5.45 nM, without any impact on the survival of four strains (up to 200 μM). Notably, compound 5m (1 μM) could significantly sensitize four strains to immune clearance and could effectively attenuate the virulence of three strains in vivo. Moreover, 5m was determined to be a weak antifungal reagent (MIC > 16 μg/mL). Combined with good oral bioavailability (F = 42.2%) and excellent safety profiles, these data demonstrate that 5m may be a good candidate for the treatment of MRSA infections.

General and efficient α-oxygenation of carbonyl compounds by TEMPO induced by single-electron-transfer oxidation of their enolates

A generally applicable method for the synthesis of protected α-oxygenated carbonyl compounds is reported. It is based on the single-electron-transfer oxidation of easily generated enolates to the corresponding α-carbonyl radicals. Coupling with the stable free radical TEMPO provides α-(piperidinyloxy) ketones, esters, amides, acids or nitriles in moderate-to-excellent yields. Enolate aggregates influence the outcome of the oxygenation reactions significantly. Competitive reactions have been analyzed and conditions for their minimization are presented. Chemoselective reduction of the products led to either N-O bond cleavage to α-hydroxy carbonyl compounds or reduction of the carbonyl functionality tomonoprotected 1,2-diols or O-protected amino alcohols. The oxygenation of enolates proves to be the most general and effective methodology for the synthesis of O-protected α-oxy carbonyl compounds and nitriles A. The scope and limitations of the electron-transfer-induced radical coupling reaction with TEMPO are presented. The reaction pathways are outlined. Methods for the deprotection to α-hydroxy carbonyl compounds B are provided and discussed. Copyright

NOVEL BENZOFURAN POTASSIUM CHANNEL BLOCKERS AND USES THEREOF

The present invention relates to compounds useful in the modulation of potassium channel activity in cells, in particular the activity of Kv1.3 channels found in T cells. The invention also relates to the use of these compounds in the treatment or prevent